EP2848303A2 - Procédé de refroidissement de matériaux structurels organométalliques poreux, procédé d'obtention d'aldéhyde à l'aide de matériaux structurels organométalliques poreux et procédé permettant de chauffer des matières structurantes organo-métalliques poreuses - Google Patents
Procédé de refroidissement de matériaux structurels organométalliques poreux, procédé d'obtention d'aldéhyde à l'aide de matériaux structurels organométalliques poreux et procédé permettant de chauffer des matières structurantes organo-métalliques poreuses Download PDFInfo
- Publication number
- EP2848303A2 EP2848303A2 EP20140184282 EP14184282A EP2848303A2 EP 2848303 A2 EP2848303 A2 EP 2848303A2 EP 20140184282 EP20140184282 EP 20140184282 EP 14184282 A EP14184282 A EP 14184282A EP 2848303 A2 EP2848303 A2 EP 2848303A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- framework materials
- porous metal
- organic framework
- item
- adsorbate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000463 material Substances 0.000 title claims abstract description 366
- 239000012621 metal-organic framework Substances 0.000 title claims abstract description 363
- 238000000034 method Methods 0.000 title claims abstract description 197
- 238000001816 cooling Methods 0.000 title claims abstract description 29
- 238000010792 warming Methods 0.000 title claims abstract description 26
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 title abstract description 41
- 150000002894 organic compounds Chemical class 0.000 claims abstract description 108
- 230000005684 electric field Effects 0.000 claims abstract description 99
- 230000005672 electromagnetic field Effects 0.000 claims abstract description 64
- 150000001875 compounds Chemical class 0.000 claims abstract description 40
- 229910021645 metal ion Inorganic materials 0.000 claims description 134
- 239000002156 adsorbate Substances 0.000 claims description 127
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 50
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 48
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 claims description 48
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 claims description 37
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 35
- 150000002430 hydrocarbons Chemical class 0.000 claims description 34
- 229910001868 water Inorganic materials 0.000 claims description 34
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 30
- 229910001431 copper ion Inorganic materials 0.000 claims description 30
- 239000004215 Carbon black (E152) Substances 0.000 claims description 24
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 24
- 150000001408 amides Chemical class 0.000 claims description 24
- 150000001412 amines Chemical class 0.000 claims description 24
- 229910021529 ammonia Inorganic materials 0.000 claims description 24
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 24
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical class F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 claims description 24
- 229930195733 hydrocarbon Natural products 0.000 claims description 24
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims description 24
- 150000003949 imides Chemical class 0.000 claims description 24
- 150000001299 aldehydes Chemical class 0.000 claims 6
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract description 120
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract description 63
- 239000001569 carbon dioxide Substances 0.000 abstract description 57
- 239000002184 metal Substances 0.000 abstract description 3
- 229910052751 metal Inorganic materials 0.000 abstract description 3
- 239000008246 gaseous mixture Substances 0.000 description 32
- 239000007789 gas Substances 0.000 description 29
- 239000000203 mixture Substances 0.000 description 26
- IUVCFHHAEHNCFT-INIZCTEOSA-N 2-[(1s)-1-[4-amino-3-(3-fluoro-4-propan-2-yloxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]ethyl]-6-fluoro-3-(3-fluorophenyl)chromen-4-one Chemical compound C1=C(F)C(OC(C)C)=CC=C1C(C1=C(N)N=CN=C11)=NN1[C@@H](C)C1=C(C=2C=C(F)C=CC=2)C(=O)C2=CC(F)=CC=C2O1 IUVCFHHAEHNCFT-INIZCTEOSA-N 0.000 description 22
- 230000000052 comparative effect Effects 0.000 description 19
- 238000004817 gas chromatography Methods 0.000 description 14
- 238000002441 X-ray diffraction Methods 0.000 description 13
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 13
- 238000001179 sorption measurement Methods 0.000 description 11
- 125000001424 substituent group Chemical group 0.000 description 10
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 8
- 238000002474 experimental method Methods 0.000 description 7
- 125000000524 functional group Chemical group 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 229910001873 dinitrogen Inorganic materials 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 150000004686 pentahydrates Chemical class 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- YKADUTAIRWMMFI-UHFFFAOYSA-N 5-cyanobenzene-1,3-dicarboxylic acid Chemical compound OC(=O)C1=CC(C#N)=CC(C(O)=O)=C1 YKADUTAIRWMMFI-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 229910000365 copper sulfate Inorganic materials 0.000 description 2
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 2
- -1 for example Substances 0.000 description 2
- 239000013384 organic framework Substances 0.000 description 2
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 2
- 239000004810 polytetrafluoroethylene Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- NBDAHKQJXVLAID-UHFFFAOYSA-N 5-nitroisophthalic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC([N+]([O-])=O)=C1 NBDAHKQJXVLAID-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000013212 metal-organic material Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 239000013598 vector Substances 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
Images
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/223—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material containing metals, e.g. organo-metallic compounds, coordination complexes
- B01J20/226—Coordination polymers, e.g. metal-organic frameworks [MOF], zeolitic imidazolate frameworks [ZIF]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic Table
- C07F1/08—Copper compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/02—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography
- B01D53/04—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography with stationary adsorbents
- B01D53/0454—Controlling adsorption
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/34—Regenerating or reactivating
- B01J20/3425—Regenerating or reactivating of sorbents or filter aids comprising organic materials
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/34—Regenerating or reactivating
- B01J20/3441—Regeneration or reactivation by electric current, ultrasound or irradiation, e.g. electromagnetic radiation such as X-rays, UV, light, microwaves
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/72—Copper
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/1691—Coordination polymers, e.g. metal-organic frameworks [MOF]
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/22—Organic complexes
- B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
- B01J31/2208—Oxygen, e.g. acetylacetonates
- B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
- B01J31/223—At least two oxygen atoms present in one at least bidentate or bridging ligand
- B01J31/2239—Bridging ligands, e.g. OAc in Cr2(OAc)4, Pt4(OAc)8 or dicarboxylate ligands
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
- C07C45/37—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups
- C07C45/38—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups being a primary hydroxyl group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
- C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/14—Monocyclic dicarboxylic acids
- C07C63/15—Monocyclic dicarboxylic acids all carboxyl groups bound to carbon atoms of the six-membered aromatic ring
- C07C63/24—1,3 - Benzenedicarboxylic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/307—Monocyclic tricarboxylic acids
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F17—STORING OR DISTRIBUTING GASES OR LIQUIDS
- F17C—VESSELS FOR CONTAINING OR STORING COMPRESSED, LIQUEFIED OR SOLIDIFIED GASES; FIXED-CAPACITY GAS-HOLDERS; FILLING VESSELS WITH, OR DISCHARGING FROM VESSELS, COMPRESSED, LIQUEFIED, OR SOLIDIFIED GASES
- F17C11/00—Use of gas-solvents or gas-sorbents in vessels
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2253/00—Adsorbents used in seperation treatment of gases and vapours
- B01D2253/20—Organic adsorbents
- B01D2253/204—Metal organic frameworks (MOF's)
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2257/00—Components to be removed
- B01D2257/50—Carbon oxides
- B01D2257/504—Carbon dioxide
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2259/00—Type of treatment
- B01D2259/40—Further details for adsorption processes and devices
- B01D2259/40083—Regeneration of adsorbents in processes other than pressure or temperature swing adsorption
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/32—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by electrical effects other than those provided for in group B01D61/00
- B01D53/323—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by electrical effects other than those provided for in group B01D61/00 by electrostatic effects or by high-voltage electric fields
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/70—Oxidation reactions, e.g. epoxidation, (di)hydroxylation, dehydrogenation and analogues
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/70—Oxidation reactions, e.g. epoxidation, (di)hydroxylation, dehydrogenation and analogues
- B01J2231/76—Dehydrogenation
- B01J2231/763—Dehydrogenation of -CH-XH (X= O, NH/N, S) to -C=X or -CX triple bond species
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/10—Complexes comprising metals of Group I (IA or IB) as the central metal
- B01J2531/16—Copper
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02C—CAPTURE, STORAGE, SEQUESTRATION OR DISPOSAL OF GREENHOUSE GASES [GHG]
- Y02C20/00—Capture or disposal of greenhouse gases
- Y02C20/40—Capture or disposal of greenhouse gases of CO2
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/30—Hydrogen technology
- Y02E60/32—Hydrogen storage
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/151—Reduction of greenhouse gas [GHG] emissions, e.g. CO2
Definitions
- R 5 X m (COOH) n or R 6 X m (N-R 7 R 8 ) n where m represents an integer of two or more, and each of R 5 , R 6 , R 7 and R 8 independently represents a hydrocarbon group which can be substituted with a substituent.
- FIG. 9 shows examples of R 1 , R 2 , R 5 , and R 6 .
- the hydrocarbon groups and the nitrogen-containing hydrocarbon groups shown in FIG. 9 can be substituted with a substituent.
- the porous metal-organic framework materials is brought into contact with carbon dioxide to adsorb carbon dioxide onto the porous metal-organic framework materials.
- the magnetic field or the electromagnetic field applied to the porous metal-organic framework materials allows a larger amount of carbon dioxide to be adsorbed onto the porous metal-organic framework materials.
- the organic compound in the method for adsorbing carbon dioxide in a magnetic field, is not limited, as long as the organic compound has at least one functional group which is capable of forming at least two coordination bonds to the at least one metal ion. Not only a polar compound but also a non-polar compound may be used.
- the method for cooling porous metal-organic framework materials is also divided into a method for cooling in an electric field and a method for cooling in a magnetic field.
- an electric field or an electromagnetic field is applied to the porous metal-organic framework materials containing the adsorbates. This releases the adsorbates from the porous metal-organic framework materials. When the adsorbates are released from the porous metal-organic framework materials, the adsorbates draw heat from the porous metal-organic framework materials. In this way, the porous metal-organic framework materials are cooled. When the adsorbates are water, the drawn heat may be referred to as "vaporization heat". It is desirable that an electric power supply and two electrodes are used to apply the electric field. It is desirable that the electric power supply is an alternating-current source. In other words, it is desirable that an alternating-electric field is applied to the porous metal-organic framework materials. The porous metal-organic framework materials may be disposed between the two electrodes.
- R-CH 2 OH is brought into contact with the porous metal-organic framework materials to oxidize at least a part of R-CH 2 OH. In this way, R-CHO is obtained.
- an electric power supply and two electrodes are used to apply the electric field.
- the electric power supply is an alternating-current source. In other words, it is desirable that an alternating-electric field is applied to the porous metal-organic framework materials.
- the porous metal-organic framework materials may be disposed between the two electrodes.
- FIG. 5 is a graph indicating the X-ray diffraction results of the porous metal-organic framework materials obtained in the example A4.
- Table 1 shows the gas composition ratios of the gaseous mixtures which were measured before and after the electric fields were applied in the examples A1 - A5 and the comparative example A1.
- Table 1 Gas composition ratio of the source gas Gas composition ratio of the gaseous mixture before an electric field was applied Gas composition ratio of gaseous mixture after an electric field was applied Example A1 3.7 4.0 4.3 Example A2 4.2 4.5 Example A3 4.0 4.5 Example A4 4.2 4.9 Example A5 4.2 4.6 Comparative example A1 4.2 4.2
- the gas composition ratios of the gaseous mixtures after the electric fields were applied are higher than the gas composition ratios of the gaseous mixtures before the electric fields were applied. This reveals that the amount of carbon dioxide adsorbed onto the porous metal-organic framework materials is increased by bringing carbon dioxide into contact with the porous metal-organic framework materials under a condition where the electric field is applied to the porous metal-organic framework materials.
- the inside of the container 202 was decompressed using a vacuum pump (not shown) connected through the outlet 204 until the inside of the container 202 had a pressure of not more than 1 Torr. At this point, the porous metal-organic framework materials had a temperature of 25 degrees Celsius.
- the alternating-current source 103 was used to apply an AC voltage having a voltage of 1 volt and a frequency of 60Hz to the coil 201 for ten minutes.
- the temperature of the porous metal-organic framework materials fell to 26 degrees Celsius. It was believed that this was because water contained as the adsorbates was released from the porous metal-organic framework materials by the action of the magnetic field.
- the application of the AC voltage was stopped. After the application of the AC voltage was stopped, the temperature of the porous metal-organic framework materials was raised to 31 degrees Celsius. It was believed that this was because water was adsorbed again onto the porous metal-organic framework materials as the adsorbates.
- the alternating-current source 103 was used to apply an AC voltage having a voltage of 1 volt and a frequency of 60Hz between the two electrodes 101 for ten minutes. Subsequently, a part of the air contained in the container 102 was extracted again. The extracted air was subjected to gas chromatography. As a result of the gas chromatography, the air extracted after the AC voltage had been applied contained acetaldehyde.
- Air having an atmosphere temperature of 28 degrees Celsius and an ethanol density of 10 ppm was supplied to the container 202 through the inlet 205 until the air had a pressure of 760 Torr. Subsequently, a part of the air contained in the container 202 was extracted. The extracted air was subjected to gas chromatography. As a result of the gas chromatography, the air extracted at this point contained no acetaldehyde.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Materials Engineering (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Physics & Mathematics (AREA)
- Toxicology (AREA)
- General Health & Medical Sciences (AREA)
- Electromagnetism (AREA)
- Health & Medical Sciences (AREA)
- Mechanical Engineering (AREA)
- General Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Carbon And Carbon Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2013189189 | 2013-09-12 | ||
| JP2013189188 | 2013-09-12 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP2848303A2 true EP2848303A2 (fr) | 2015-03-18 |
| EP2848303A3 EP2848303A3 (fr) | 2015-08-19 |
| EP2848303B1 EP2848303B1 (fr) | 2017-01-04 |
Family
ID=51570260
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP14184282.3A Active EP2848303B1 (fr) | 2013-09-12 | 2014-09-10 | Procédé de refroidissement des matériaux à squelette organométallique (mof) |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US9309264B2 (fr) |
| EP (1) | EP2848303B1 (fr) |
| JP (1) | JP2015077594A (fr) |
| CN (1) | CN104437302B (fr) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9711743B1 (en) * | 2014-01-08 | 2017-07-18 | National Technology & Engineering Solutions Of Sandia, Llc | Reconfigurable electronics using conducting metal-organic frameworks |
| DE102014207862B3 (de) * | 2014-04-25 | 2015-03-26 | Robert Bosch Gmbh | Vorrichtung und Verfahren zum Bestimmen eines CO2-Gehalts eines Fluids |
| SG11201707500YA (en) | 2015-03-13 | 2017-10-30 | Cenergy Solutions Inc | Increased storage capacity of gas in pressure vessels |
| WO2016179439A1 (fr) * | 2015-05-05 | 2016-11-10 | Fanger Gary W | Chauffage diélectrique d'adsorbants pour augmenter les taux de désorption |
| US20170036993A1 (en) * | 2015-08-07 | 2017-02-09 | Eastman Chemical Company | Metal-organic framework for fluid stream filtration applications |
| EP3269441A1 (fr) | 2016-07-12 | 2018-01-17 | Leibniz Universität Hannover | Dispositif et procédé de transport de gaz contrôlé sur des membranes à structure métal-organique |
| US10427134B1 (en) * | 2016-12-20 | 2019-10-01 | The United States Of America As Represented By The Secretary Of The Army | Enhancement of adsorption via polarization in a composite material |
| JP6638685B2 (ja) | 2017-03-31 | 2020-01-29 | トヨタ自動車株式会社 | 金属有機構造体とその製造方法 |
| JP2019181452A (ja) * | 2018-03-30 | 2019-10-24 | パナソニックIpマネジメント株式会社 | 脱硫器、水素生成装置、および燃料電池システム |
| KR102780674B1 (ko) | 2018-08-16 | 2025-03-12 | 커먼웰쓰 사이언티픽 앤 인더스트리알 리서치 오거니제이션 | 금속 유기 구조체 기반 물 포획 장치 |
| US11191983B2 (en) * | 2018-11-14 | 2021-12-07 | The Boeing Company | Fire suppressing device |
| KR20220004358A (ko) * | 2020-07-03 | 2022-01-11 | 최영수 | 킬레이트 가스흡착제 |
| JP7694141B2 (ja) * | 2021-05-19 | 2025-06-18 | 株式会社デンソー | 二酸化炭素回収システム |
| CN113750917B (zh) * | 2021-09-10 | 2024-05-03 | 刘建浩 | 一种高弹性耐高温气凝胶及其制备方法 |
| CN116336691B (zh) * | 2023-03-24 | 2026-03-17 | 西安交通大学 | 一种工质和载气可分离的电化学氨气压缩系统及方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8115024B2 (en) | 2006-02-10 | 2012-02-14 | Basf Aktiengesellschaft | Process for preparing porous metal-organic framework materials |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000178279A (ja) | 1998-12-18 | 2000-06-27 | Osaka Gas Co Ltd | ガス貯蔵性有機金属錯体、その製造方法およびガス貯蔵装置 |
| JP4072637B2 (ja) * | 1999-01-14 | 2008-04-09 | 株式会社豊田中央研究所 | ガス吸着材及びその製造方法 |
| JP3738696B2 (ja) * | 2001-03-21 | 2006-01-25 | トヨタ自動車株式会社 | 吸着材における燃料ガスの吸着あるいは放出の促進方法 |
| JP4217776B2 (ja) | 2002-12-18 | 2009-02-04 | 国立大学法人京都大学 | 気体分子の整列保持方法 |
| JP2005097530A (ja) | 2003-09-04 | 2005-04-14 | Mitsubishi Chemicals Corp | 蓄熱材 |
| JP4676704B2 (ja) | 2004-02-10 | 2011-04-27 | ソニー株式会社 | 機能性分子素子 |
| JP2005329317A (ja) * | 2004-05-19 | 2005-12-02 | Daikin Ind Ltd | 吸脱着装置 |
| JP2006000617A (ja) * | 2004-05-19 | 2006-01-05 | Daikin Ind Ltd | 吸脱着装置 |
| JP4783894B2 (ja) | 2005-03-10 | 2011-09-28 | 国立大学法人京都大学 | 多孔性配位高分子およびそれからなる触媒 |
| US20100126344A1 (en) | 2007-04-05 | 2010-05-27 | Basf Se | Mixture comprising a metal organic framework and also a latent heat store |
| US8372779B2 (en) | 2007-04-24 | 2013-02-12 | Basf Se | Metal organic frameworks based on aluminum, iron and chromium |
| JP2010142679A (ja) * | 2008-12-16 | 2010-07-01 | Aisan Ind Co Ltd | 蓄熱材が付与された複合吸着材とその製造方法 |
| WO2011123795A1 (fr) * | 2010-04-02 | 2011-10-06 | Battelle Memorial Institute | Procédés permettant d'associer des matériaux hôtes à un structurant organique métallique ou de les en dissocier, systèmes permettant d'associer des matériaux hôtes à une série de structurants organiques métalliques ou de les en dissocier, et ensembles séparation de gaz |
| US8795412B2 (en) * | 2011-03-03 | 2014-08-05 | Battelle Memorial Institute | Methods for associating or dissociating guest materials with a metal organic framework, systems for associating or dissociating guest materials within a series of metal organic frameworks, thermal energy transfer assemblies, and methods for transferring thermal energy |
| JP5705010B2 (ja) * | 2011-04-27 | 2015-04-22 | 独立行政法人科学技術振興機構 | 金属錯体及びそれからなる分離材 |
| CN102658240B (zh) * | 2012-05-09 | 2015-07-22 | 孟金来 | 径流式电除尘器及使用该电除尘器的电站锅炉除尘装置 |
-
2014
- 2014-08-20 JP JP2014167118A patent/JP2015077594A/ja active Pending
- 2014-09-04 US US14/476,739 patent/US9309264B2/en active Active
- 2014-09-10 EP EP14184282.3A patent/EP2848303B1/fr active Active
- 2014-09-11 CN CN201410460679.2A patent/CN104437302B/zh active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8115024B2 (en) | 2006-02-10 | 2012-02-14 | Basf Aktiengesellschaft | Process for preparing porous metal-organic framework materials |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2848303A3 (fr) | 2015-08-19 |
| CN104437302A (zh) | 2015-03-25 |
| JP2015077594A (ja) | 2015-04-23 |
| CN104437302B (zh) | 2018-12-18 |
| EP2848303B1 (fr) | 2017-01-04 |
| US9309264B2 (en) | 2016-04-12 |
| US20150073164A1 (en) | 2015-03-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP2848303A2 (fr) | Procédé de refroidissement de matériaux structurels organométalliques poreux, procédé d'obtention d'aldéhyde à l'aide de matériaux structurels organométalliques poreux et procédé permettant de chauffer des matières structurantes organo-métalliques poreuses | |
| KR102546112B1 (ko) | 전기화된 파이버 흡착제의 제조방법 및 전기 및 전자기 스윙 흡착 공정 | |
| Chen et al. | Pt/MnO2 nanoflowers anchored to boron nitride aerogels for highly efficient enrichment and catalytic oxidation of formaldehyde at room temperature | |
| Yaghi et al. | Construction of porous solids from hydrogen-bonded metal complexes of 1, 3, 5-benzenetricarboxylic acid | |
| Kim et al. | Effects of Si/Al ratio on the interaction of nonthermal plasma and Ag/HY catalysts | |
| CN110787788A (zh) | 衍生自金属有机骨架的二维催化材料及其在挥发性有机化合物去除中的应用 | |
| CA3098849A1 (fr) | Milieux de stockage d'energie pour ultracondensateurs | |
| KR101770701B1 (ko) | 티탄산 바륨을 포함한 이산화탄소 흡착제, 이를 포함한 이산화탄소 포집 모듈, 및 이를 이용한 이산화탄소 분리 방법 | |
| Kosaku et al. | Adsorption of acetonitrile on evaporated nickel and palladium films studied by X-ray photoelectron spectroscopy | |
| Abdelkader-Fernández et al. | Hydrogen cold plasma for the effective reduction of graphene oxide | |
| CN108238597A (zh) | 一种金刚石-石墨烯异质结构复合材料的制备方法 | |
| Baamran et al. | Magnetic-induced swing adsorption over iron oxide/13X: effects of particle size and oxide phase on sorbent regeneration in ethylene/ethane separation | |
| KR101673998B1 (ko) | 휘발성 유기화합물 농축 및 제거 장치 | |
| KR20170028592A (ko) | 플라즈마 중합법을 이용한 산성기체 흡착소재의 제조방법 및 이에 따라 제조된 산성기체 흡착소재 | |
| KR20190072889A (ko) | Butane 흡착능이 개선된 활성탄 및 이의 제조방법 | |
| KR20190062953A (ko) | 저농도 암모니아의 농축을 위한 금속 첨착 활성탄의 제조 방법 | |
| JP2011012176A (ja) | 多孔質材料、多孔質炭素材料及びそれらを用いた吸着材、ガス処理装置 | |
| CN112264070A (zh) | 一种氮化铁@氮掺杂石墨烯复合材料及其制备方法和应用 | |
| EP1637223A1 (fr) | Materiau adsorbant a base de nanohorn de carbone a paroi unique et son procede de production | |
| JP6084604B2 (ja) | 酸素を生成する方法及び装置 | |
| CN117899825B (zh) | 一种具有高电热性能的离子液体修饰石墨烯材料的制备方法及应用 | |
| WO2025167258A1 (fr) | Procédé de préparation et utilisation d'un matériau adsorbant à fonction amino avec des sites actifs hautement dispersés | |
| JP2014522361A5 (fr) | ||
| KR20200073837A (ko) | 질소산화물 저감용 첨착활성탄소 및 이의 제조방법 | |
| WDP | Development of formaldehyde adsorption using modified activated carbon-a review |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
| 17P | Request for examination filed |
Effective date: 20140910 |
|
| AK | Designated contracting states |
Kind code of ref document: A2 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR |
|
| AX | Request for extension of the european patent |
Extension state: BA ME |
|
| RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: PANASONIC INTELLECTUAL PROPERTY MANAGEMENT CO., LT |
|
| RIC1 | Information provided on ipc code assigned before grant |
Ipc: C07C 47/02 20060101ALI20150324BHEP Ipc: B01J 31/16 20060101ALI20150324BHEP Ipc: B01J 38/00 20060101ALI20150324BHEP Ipc: F17C 11/00 20060101ALI20150324BHEP Ipc: B01J 20/34 20060101AFI20150324BHEP Ipc: B01D 53/32 20060101ALI20150324BHEP Ipc: B01J 20/22 20060101ALI20150324BHEP |
|
| PUAL | Search report despatched |
Free format text: ORIGINAL CODE: 0009013 |
|
| AK | Designated contracting states |
Kind code of ref document: A3 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR |
|
| AX | Request for extension of the european patent |
Extension state: BA ME |
|
| RIC1 | Information provided on ipc code assigned before grant |
Ipc: F17C 11/00 20060101ALI20150714BHEP Ipc: C07C 47/02 20060101ALI20150714BHEP Ipc: B01J 20/22 20060101ALI20150714BHEP Ipc: B01J 20/34 20060101AFI20150714BHEP Ipc: B01J 38/00 20060101ALI20150714BHEP Ipc: B01D 53/32 20060101ALI20150714BHEP Ipc: B01J 31/16 20060101ALI20150714BHEP |
|
| R17P | Request for examination filed (corrected) |
Effective date: 20151211 |
|
| RBV | Designated contracting states (corrected) |
Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR |
|
| 17Q | First examination report despatched |
Effective date: 20160128 |
|
| GRAP | Despatch of communication of intention to grant a patent |
Free format text: ORIGINAL CODE: EPIDOSNIGR1 |
|
| INTG | Intention to grant announced |
Effective date: 20160808 |
|
| GRAS | Grant fee paid |
Free format text: ORIGINAL CODE: EPIDOSNIGR3 |
|
| GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
| AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR |
|
| REG | Reference to a national code |
Ref country code: GB Ref legal event code: FG4D |
|
| REG | Reference to a national code |
Ref country code: CH Ref legal event code: EP |
|
| REG | Reference to a national code |
Ref country code: AT Ref legal event code: REF Ref document number: 858699 Country of ref document: AT Kind code of ref document: T Effective date: 20170115 |
|
| REG | Reference to a national code |
Ref country code: IE Ref legal event code: FG4D |
|
| REG | Reference to a national code |
Ref country code: DE Ref legal event code: R096 Ref document number: 602014005982 Country of ref document: DE |
|
| REG | Reference to a national code |
Ref country code: LT Ref legal event code: MG4D Ref country code: NL Ref legal event code: MP Effective date: 20170104 |
|
| REG | Reference to a national code |
Ref country code: AT Ref legal event code: MK05 Ref document number: 858699 Country of ref document: AT Kind code of ref document: T Effective date: 20170104 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: NL Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: FI Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 Ref country code: GR Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170405 Ref country code: IS Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170504 Ref country code: NO Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170404 Ref country code: HR Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 Ref country code: LT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: AT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 Ref country code: LV Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 Ref country code: ES Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 Ref country code: PT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170504 Ref country code: PL Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 Ref country code: RS Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 Ref country code: BG Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170404 Ref country code: SE Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 |
|
| REG | Reference to a national code |
Ref country code: DE Ref legal event code: R097 Ref document number: 602014005982 Country of ref document: DE |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: SK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 Ref country code: EE Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 Ref country code: CZ Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 Ref country code: RO Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 Ref country code: IT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 |
|
| PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 Ref country code: SM Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: SI Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 |
|
| REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: MC Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 |
|
| REG | Reference to a national code |
Ref country code: IE Ref legal event code: MM4A |
|
| REG | Reference to a national code |
Ref country code: BE Ref legal event code: MM Effective date: 20170930 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LU Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20170910 |
|
| REG | Reference to a national code |
Ref country code: FR Ref legal event code: ST Effective date: 20180531 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LI Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20170930 Ref country code: CH Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20170930 Ref country code: IE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20170910 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: BE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20170930 Ref country code: FR Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20171002 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: MT Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20170910 |
|
| GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 20180910 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: HU Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT; INVALID AB INITIO Effective date: 20140910 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: CY Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 Ref country code: GB Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20180910 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: MK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: TR Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: AL Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20170104 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 20240918 Year of fee payment: 11 |